Stabilization of liquid organic chlorine compounds



United States Patent STABILIZATION OF LIQUID ORGANIC CHLORINE COMPOUNDS Leighton S. McDonald, Freeport, and Harris G. Hughes,

Angleton, Tex., assignors to The Dow Chemical Company, Midland, Mich., a corporation of Delaware No Drawing. Application November 6, 1957 Serial No. 694,718

5 Claims. (Cl. 260-6525) Eleven 200 milliliter aliquoits of trichloroethylene containing various amounts of triphenyl stibine were heated at the reflux temperature (86.7 C.) for 16 and 48 hours, respectively. During this period, oxygen gas was continuously bubbled through the solution. The acidity of the solutions was taken before and after the heating period and the final color of the solution recorded. The following table reports the results of observations made at the times indicated.

Wt. Percent Triphenyl Reflux Initial Final Stibine Time, Acidity Acidity, Final Color hrs. p.p.m.

0 16 neutraL. 4, 500 yellow.

0.001 16 o. 113 water white.

0.001. 48 3, 000 light yellow.

0.05. 48 60 water White.

Patented Dec. 15, 1959 2 Example 2 In a similar manner as described in Example 1 employing 0.1 percent by weight of triphenyl stibine in perchloroethylene and refluxing the mixture at 120.8 C. for 24 and 48 hours continuously the following results were obtained.

Reflux Initial Final Wt. Percent Stiblne Time Acidity Acidity (percent) 24 neutral 0. 1492 24 d0.- 0.0156 48 do 0.3205 48 --.d0 0.0215

' stibine.

2. A stabilized trichloroethylene comprising trichloroethylene containing from 0.001 percent to about 1.0 percent by weight of a compound selected from the group consisting of triphenyl and alkyl substituted triphenyl stibine.

3. A stabilized perchloroethylene comprising perchloroethylene containing from 0.001 percent to about 1.0 percent by weight of a compound selected from the group consisting of triphenyl and alkyl substituted triphenyl stibine.

4. A stabilized trichloroethylene comprising trichloroethylene and from 0.001 percent to about 1.0 percent by weight of triphenyl stibine.

5. A stabilized perchloroethylene comprising perchloroethylene and from 0.001 percent to about 1.0 percent by Weight of triphenyl stibine.

References Cited in the file of this patent UNITED STATES PATENTS 2,314,466 Thwaites Mar. 23, 1943 2,507,143 Chaban May 9, 1950 2,664,411 Cooper Dec. 29, 1953 2,684,956 Weinberg et a1. July 27, 1954 2,903,620 Mills Aug. 20, 1957 

1. A STABILIZED POLYCHLOROETHYLENE COMPRISING POLYCHLOROETHYLENE CONTAINING FROM 0.001 PERCENT TO ABOUT 1.0 PERCENT BY WEIGHT OF A COMPOUND SELECTED FROM THE GROUP CONSISTING OF TRIPHENYL AND ALKYL SUBSTITUTED TRIPHENYL STILBINE. 